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Mojave 10.14.4 fails to Authenticate Gmail account

Just update to Mojave 10.14.4 and now Apple Mail will NOT connect to one of my Gmail accounts.


This issue is UNIQUE to Apple Mail as I can access the Gmail account using Spark on the same computer without issues.


This issue is UNIQUE to Mojave 10.14.4 as it did not exist with 10.14.3 and it does not exist on another computer running an earlier version of Mac OS X.


The issue puts me in an endless loop. I get a notification "Google requires completing authentication in Safari." This takes me to a Sign in dialog where I enter email account and password. Password is correct and accepted, after which I'm back in the loop again asking to enter Google Password.


If I login to my Google account in Safari I can see the recent events that I signed in without any problems on this Mac, but Apple Mail does NOT connect and I am back in the endless loop.


Oddly I can add events to the Google Calendar for the account so apparently something is amiss strictly with Apple Mail.


Suggestions?

iMac 27" 5K, macOS 10.14

Posted on Mar 26, 2019 8:18 AM

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Posted on Apr 23, 2019 7:05 PM

Thanks to mulberrywriter for the answer .

Most easiest way without downloading and deleting accounts.


  1. Go to your gmail account in browser.
  2. There is a little gear in your gmail under all emails (I did this way so explain step by step from my side)
  3. Choose Settings under that gear
  4. Choose Account and Imports
  5. Choose Other Google Account settings
  6. Choose Review your privacy settings.
  7. Choose device information. If it is Turned off - you need t click on it and turn it ON. If it is ON, You can turn it off and again turn it on.
  8. Do not logout. Go to Mail and Click on Lighting icon near your account.
  9. Click everything it will ask.
  10. In browser you will see an option to "Allow". Click it and DONE. It will finish authentication smoothly.


Process takes 2 minutes. All calendar info and emails will stay with no issues. I hope it will works fine after as well.

868 replies

Apr 28, 2019 2:55 PM in response to TeresaC7

TeresaC7,


funny you raise this. The timing seems right for me, too, with Facebook - while I can login and so on, I notice my newsfeed is truncated.


A year or so ago, this was caused by a password app called Dashlane. That is now fixed but it showed me that problems in one thing can be caused by another completely different app. I hope apple finds a fix for this idiocy soon. None of the fixes work for long although I must say my email still rolls in. It's as though gmail is 'paused' rather than completely offline.

Apr 29, 2019 12:38 PM in response to matthewrestored

Well, the problem is stil there. Mail.app on OSX, while in verification process, requests to open up accounts.google.com in Safari.


Safari is actual problem - it fails for whatever reason to connect to accounts.google.com.


The exact URL, from Mail.app, opens up perfectly in Chrome. Short URL, eg https://accounts.google.com opens as well in Chrome and in curl.

Apr 30, 2019 8:53 AM in response to maximb

After 2 long calls with Apple support (very good btw), we tried lots of different ways ranging from emptying cache, running scans, deleting bad software etc. Finally last night I reinstalled Mojave and now emails are working. It probably updated Mail version too so I'm on version 12.4 (3445.104.1). That might have done it, not sure. Keeping my fingers crossed that this solution lasts, the other 2 fixes so far have proven short-lived.

May 1, 2019 2:47 PM in response to Ken Graham

I tried all the suggestions listed in this thread. Did the keychain solution, recaptcha solution etc. I switched all my 6 G Suite accounts to IMAP.


Nothing really worked until I switched to IMAP... But there is still an authentication problem after switching to IMAP. I no longer get the dialog box telling me Safari needs to authenticate the account. Now, after my iMac has been idle for an hour or more, 3 of my 6 accounts will go offline. Clicking on the little "Login Failed" squiggles will take the accounts back online without having to re-authenticate. Always the same 3.


Interestingly, on my Mac Mini, it's 2 accounts that have this issue after switching the accounts to IMAP. Always the same 2 accounts. On my MacBook Pro, there are 4 accounts, and always the same ones.


BTW, I tried Spark and it has no issues with authentication. But apparently by design, Spark for Mac OS only syncs the most recent 100 messages in any Gmail/Gsuite folder (iOS app syncs everything). If you don't need to sync more than 100 messages in any folder, Spark would be a good alternative to Apple Mail until the issue gets fixed.

May 1, 2019 3:13 PM in response to jedes

Jedes. Yes, my Gmail was always IMAP. Early on I thought I'd discovered a 'fix' but, nothing worked for long. However, I've learned over time that the 'lightening' squiggle you mention is merely a 'pause' - it doesn't mean Gmail is offline. You don't really need to click on it to send or receive...My mail just comes in as usual...so I've given up worrying about it.

May 3, 2019 3:12 AM in response to Ken Graham

I'm still suffering from this problem, now for a month with no resolution.


I have tried reloading Mojave. It gives me the same version of mail and so the problem continues.


On my two accounts which were both gmail and googlemail I have created a second copy in mail which sort of works. However strange things happen including missing a years worth of sent emails in the history.


The only gmail accounts seemed to get fixed by going through the password routine.


Why can't I download a different version of mail?

May 4, 2019 5:13 PM in response to Ken Graham

Solution that worked for me:


Login to your Gmail account through Safari

Go to account settings

Click on Security tab on left > Third-party apps with account access > click on Manage third-party access

Remove macOS

Go back to Mac Mail and try to connect, it'll ask you to re-authenticate

Account worked after logging in again



Mojave 10.14.4 fails to Authenticate Gmail account

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